ChemicalBook CAS DataBase List TERT-BUTYL 5-CYANOISOINDOLINE-2-CARBOXYLATE

TERT-BUTYL 5-CYANOISOINDOLINE-2-CARBOXYLATE synthesis

13synthesis methods

Product Name:TERT-BUTYL 5-CYANOISOINDOLINE-2-CARBOXYLATE
CAS Number:263888-56-8
Molecular formula:C14H16N2O2
Molecular Weight:244.29

201940-08-1 Synthesis

TERT-BUTYL 5-BROMOISOINDOLINE-2-CARBOXYLATE

201940-08-1
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$12.00/250mg

557-21-1 Synthesis

557-21-1
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TERT-BUTYL 5-CYANOISOINDOLINE-2-CARBOXYLATE

263888-56-8
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Yield:263888-56-8 97.6%

Reaction Conditions:

with tetrakis(triphenylphosphine) palladium⁽⁰⁾ in N,N-dimethyl-formamide at 80; for 3 h;

Steps:

26 tert-Butyl 5- cyanoisoindo line-2- carboxylate

To a solution of tert-butyl 5-bromoisoindoline-2-carboxylate (5.00 g, 16.8 mmol) in DMF (150 nil) was added ZN(CN)2 (3.94 g, 33.5 mmol) and Pd(PPh3)4 (3.62 g). The mixture was stirring at 80°C lbr 3 h. After LC-MS showed the reaction was completed, the mixture was concentrated and the residue was purified by column chromatograph on silica gel (eluted with PE: EA = 3 0:1) to give the title compound (4.00 g, 97.6 %). ‘H NMR (400 MHz, CDC13) ? 7.53-7.60(2 H, m) 7.33-7.42(1 H, m) 4.71-4.76(4 H, m) 1.53 (9 H, s).

References:

WO2015/54317,2015,A1 Location in patent:Paragraph 0274; 0275

557-21-1 Synthesis

557-21-1
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$12.00/5g